Holiday Cottages for 5 People
Gather your family or herd up your friends, a holiday in a luxury self-catering cottage for 5 people awaits. Providing the perfect base for adventure in the day and offering total comfort for long afternoons and evenings relaxing together, our cottages combine home-comforts with modern luxuries. Secure your favourite now and get ready to make memories to last a lifetime. Read more
There's no better time to secure your dream holiday cottage than the present. Cosy winter breaks help vanquish the winter blues and summer getaways provide the subject for photo albums packed with happy memories. Out of season holidays are great for both short breaks and longer holidays, providing tranquillity away from busier times. Book a spontaneous short break and then pencil in a longer holiday to look forward to. With so many beautiful places to visit and luxury cottages to choose from, you'll be spoilt for choice.
Whether you're looking for a rural retreat in the heart of lush countryside, a seaside bolthole with stunning ocean views, or a town hub combining home-comforts with great access to local amenities, we'll help you find a holiday cottage that ticks all the boxes. From quaint thatched cottages to clifftop nests, our self-catering properties are diverse in nature and consistent in quality.
Holiday Cottages for 5 People
At Classic Cottages, we pride ourselves on marketing only the highest quality cottages. Understanding the importance of accommodation in making or breaking your holiday, we ensure only the best cottages are on our books. Regularly inspected and fully equipped with everything you could need and more, holidays with Classic Cottages takes the stress out of your whole experience.
We have 707 cottages that sleep 5 people
7 nights from £1550
Challens Yarde
51494 bedroom, dog friendly self catering cottage with hot tub near Midhurst
Challens Yarde is a Grade II Listed luxury holiday cottage with hot tub on the Cowdray Estate and can be found on a picturesque rural lane in the village of Easebourne, perfect for...
7 nights from £1550
7 nights from £1578
Clare Park
43224 bedroom, dog friendly cottage with sea views in Shaldon, Devon.
If you are looking for a property with the wow factor, you've just found it! This stunning property offers the perfect luxury home for all generations. Built on one level, this sty...
7 nights from £1578
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £1584
Manor House
53964 bedroom self catering cottage in Lostwithiel, South Cornwall.
Manor House is the sort of place that makes you feel special. A place of decorum and distinction, thoughtfully curated with timeless style, in the heart of a rural idyll where peac...
7 nights from £1584
7 nights from £1623
Saye House
45734 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...
7 nights from £1623
7 nights from £1645
Merryfields
55724 bedroom, dog friendly self catering cottage near Bath.
This spacious detached Victorian house is set on a two acre site in the rural village of Colerne, occupying a spectacular position over Box Valley with views of Salisbury Plain in ...
7 nights from £1645
7 nights from £1682
Driftwood Lodge
50244 bedroom, dog friendly cottage with sea views in Stoke Gabriel.
Driftwood Lodge is a contemporary upside-down house with stunning views over the River Dart Estuary. The property has wonderful airy rooms with high ceilings and a superb outside g...
7 nights from £1682
7 nights from £1752
Barton Manor Farmhouse
35804 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
This impressive 150 year old farmhouse sleeps eight and is the perfect location for a fabulous family gathering for all ages. Set in the breathtaking Barton Manor Estate, it is adj...
7 nights from £1752
7 nights from £1757
Bayside House
41784 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...
7 nights from £1757
Choose our flexible booking option and have the ability to cancel anytime.
7 nights from £1781
The Pool House
55644 bedroom, dog friendly holiday cottage near Wembury, South Devon.
Hidden away from the crowds and the hustle and bustle of life you will discover The Pool House, set in glorious south Devon just a few minutes in the car from Wembury Beach. This s...
7 nights from £1781
7 nights from £1902 *
Eastnor
41666 bedroom holiday home with sea views in Polzeath, North Cornwall.
Only a hop, skip and a jump from the stunning beach at Polzeath, this ultimate get together home will delight beach crazy individuals and those wanting to indulge in this very spec...
7 nights from £1902 *
